CA2048064A1 - Calcium-sequestering agents based on oxidised carbohydrates and their use as builders for detergents - Google Patents

Calcium-sequestering agents based on oxidised carbohydrates and their use as builders for detergents

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Publication number
CA2048064A1
CA2048064A1 CA002048064A CA2048064A CA2048064A1 CA 2048064 A1 CA2048064 A1 CA 2048064A1 CA 002048064 A CA002048064 A CA 002048064A CA 2048064 A CA2048064 A CA 2048064A CA 2048064 A1 CA2048064 A1 CA 2048064A1
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CA
Canada
Prior art keywords
oligomers
glucosidic
oxidised
hydrolytic
polymerisation
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
CA002048064A
Other languages
French (fr)
Inventor
Gian F. Brussani
Davino Gelosa
Elio Santacesaria
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
FERTEC-FERRUZZI RICERCA E TECNOLOGIA Srl
Novamont SpA
Original Assignee
Individual
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Publication date
Application filed by Individual filed Critical Individual
Publication of CA2048064A1 publication Critical patent/CA2048064A1/en
Abandoned legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B31/00Preparation of derivatives of starch
    • C08B31/18Oxidised starch
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/22Carbohydrates or derivatives thereof
    • C11D3/222Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • C11D3/223Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin oxidised

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Emergency Medicine (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Materials Engineering (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Detergent Compositions (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Cosmetics (AREA)

Abstract

ABSTRACT
A mixture including oxidised glucosidic oligomers including at least 60% by weight of glucosidic oligomers with degrees of polymerisation of from 2 to 10 which can be produced by the hydrolytic demolition of starches and/or dextrin with endoenzymes and the oxidation of the enzymatic hydrolytic demolition product with an oxidising agent selected from hypochlorite and periodate in association with chlorite is usable as a builder for detergents.

Description

J ~ i.

t~ c~ p~ t~ J__ __-~ ?_-lt~ 5-P~i ~J~ ~ ~l . i i ~b~ .d~-ltt~ d th e .~ i; b u i 1 ii e r . f u r deteryent~

T,~ pri-~e~lt :in~enl;~iri reLates to c .:t :I.c.i l! Ir~-- e-luP.;terillg .s.,~.-rlt.-~ .L~ un u~.:idLie~i c-u .~ l.? ~1 `;i d !r i?. te;, t 1ll etl-lu d f u F tl-lei ~:n'f'~ lr.-lt:il!nr arlll tl-lf?:i1" I!i-i.-! -~5 hui i ~iPr s for det.eFyer,t_n Tl-le t~il:,ulyl:,l-,c,cF,I-Ic-,te Sl-PP has .c,een llsed folr m~"y ye~?l-s a, ;-.1 i I u :i l cl ~ I :i ï 1 d 1? i, e~,3e~ ir~- l? t I I i S ' I ' h;tur,l- C! i S ~ ! el.d re;Fonsi.l:!l.e ful- -tl-,e eutlcipl~,lcati~-?n o-` w.?,telr its USf' i_ C C! ntro:l:l f~ r, n: ;:! ny ~:ourltri. f` S ~-.; .-1 re.-ll:Ll; :i.nlen 7 ivl.
re;ea IrC h h-lS tal en l:,L.e~ce to id ? nilfy new bui:LdeF.~ fo~~
:i rl c:LIls:ic~ l t,, f A fol~ t:iori.-. of d etel~el.tsy to c:olTIF~:Letely c~r palrt:i.-llly rep1ace the actiurl of srPP~ hlatul~al1y~. a5 well a5 hav:in13 yoo~i caF,ahi:Lities for seql.Lesti;rin,3 calciurr arl,i mal3nesiulTl~ tl-,ese new builde Ir ~5 mll~5t al 5u be hiode,~lradahlt?.~ non--to~1.c. ani che~

In this cunnectiun, the pllb1ication in Tensiie Detel,3ent5 l4T 5 ~ 77) Of l~ Di~rrlanto.aluu et <-1]. (ref. ~1~ an,-l Gerrrli~n patent apF,lici1tion DE~ 4 r3~ 8~3 (ref. Z) pFOFIc?se tl-le u5e of .-~tarch, ce11u10sr! ar o~idatic?n Flrolluct~ and descr:il-e their se~ esteriri~3 F,FoF,eFtie~ The F.roducts obtaineli by u~:iilation with hypochlorite or peric?di?~te and suhsequent1y with cl,lorite cuntain cl-,is~in~5 with rrlany car.bo~cylic yroups ani therefoFe have hiy~, seqllestelrin~a F,nwersn The hi.,~helr tl-,e clegree of o~iiation of these sub~tis~ncc-?s, I-,uweverJ t~,e 1 owe r :is thc-?ir biodeyradahility~

t~5 stated in the F,uh].ic.?,tions of N~S. Nieuwenl-,ui~en et a1 in J~OC8, ~r 1~ 44 (1~83) (ref. ~) and 1~ ~. Crutchfield et al~ in Ji~nCS 55, 58 ~1~78) (ref~ 4) as rrloleclllaF wei~3~t decrease~5 c,io,le,3ral1ahility increases hut sel~uesterin,~
perfcrmance becurrles worse~ The puhlication reference confirrr,s th~t the biodel3r.~,iahility of polycarbc~,yl.~tes 2 ~

~ i i. n~ ? ~ . e ~ t~ rr,o:LI--cu~ r w~?i l~ ~I t;~ cl~e~c~ "ie~p].airu; ,'r,i. ~pp~ Q.I t i.,ntrc,di.ctii~n that u~i,iatic,n o.j.d~ ,i ;;tal.:l-l .5-,y ti-,i fa;:rl th..t 5hP ,~idat~,n t,.,~ P '-~ Fl ~ P

.a,-e ol~tr,ini--c5 jn ;CI~ t,iOïl re-ciuLt fron, a ch2in--delT,rilitic~-, ~.:,ri~c i.? ~

'-t.1ll:l-l. Ilowi~ ~! p ~ W O Ll ld ll.?rrl~in :int.i.cl ji.llC? it i.s ~-.ltt;lC L:: i? Cl ~ -Ir~ 1? rl,~ c~ ~ltll~ Ll l-11 I :i tc ~ tl~rl F~ f '~ I C t-.-;
slli.~w l:~ol~d ~; ~.? 1 ~ ? ':~ tel~i.rl,:~ I"~ y t 1-1 1.? ~ .? rl~t ~ Y
h:iodeyr.~c5al.lle. Io Lhi ~-an;~d pl.l.t,llcat:icn7 lt i5 indi.~ ti?d tl-,at l~ lt~ tl-iïl~ c~ ?t ~? 1 ~' bi.odi,y~ ..,c,l 1? bl.lt -~~-5~t.~ are yl~en oll their prrfornrlanre in termcj of the~ii sequeJter:iny a.5~i.1i'tie~. The reacjon iC~ e~ipresseci inT~I:Ilicitly in the introducti.on to t5-,e worL: in which it :is st.e-,teli tl~ t l:u~lyca.r~"~yl.~ted c/~nr,~ un~5s w:ith :Low mole,-~.l13l we:iyl-lt woul,l ha~e luw se,.-~llejt.e~ y po~elj-ln the course of researcl-l whi.cl-l was carried c,ut by the r~pF,:Licart c~nd led to the presrnt i~ ent:ion, :it wa~
ohser~ved that,. surF.ri~:iin,31y, on,-e the low moleclllcal weiyllt hyclrolycil; ploclui:t.; vf st.~.3.rch ~n~i cle~trin i-,~ e been o~i.dised eithe. individually or in mixtures so as to introdLIce ca.rho.~ylii yrol!F,s into tl-,eir structLIre, they s5-,ow yoo,i biodeyrada~i.lity as well as ca ,yreater eq-lesterin,3 powc?r than the F.roducts obt.~ined by tl,e o,~id~tion of starch or de~..trin~

subiect of the present in~ention is therefore the use of o,:idised ylucosidic oli,30mers wit~, deyrees of polymerisation of from 2 to 101 prefera~lly from Z to 8 and mi~tures thereof ~s blli].ders for deteryents~

The cli,~oirlers ,iefine,i aho~e inrlude pro,:lucts of the h~ cilyt:i.c l.lelTIo~.i.S~ of 't.-!ri.~ n:l~,r de~tr:in a; we:Ll a~
COiTl~ lllld ~--ui-.ln io; rr,:?l tci_e . di.lllt?1-5 ,. tt-in~erC. .i.rnrl tC-~t,I'-~ l?l'/_ .~ i Ir;~ 5 i-~ V 'li~ d, F:,f-e-t`l-f~ J.,; b C ~ . 0 'f~ :i tl: ~-r,ll o !- F~ l? f~ i O l i ?. te l f i ~-1 . 50c i. ~ i i O Tl IIJ l. tl-:I~II.:-rile ~, preFelr?i e~m~odi.lllent of tl-,e invention uses ac a ~uilder f C!l' det i-! r,-;,r.~nt- 1 rrl:ixtu f 1 j. ncludln~ t ].e.l;-t ~4 C~ t~y we:i~~lrlt, pf- er et-l A'J ly e.t Le.,.~st 7r;~, liy wejl~l-lt of 31uc,.,~_:ii:i,- c~ ,o Irler~
w:i.tl-, ~-1 /-! IJ 1' f~ F-.m~ I ~ f r:l O ~ rllC-' i" i. '.~ ~ t:iOI~ nf fr 1 rTl ~ tc 10, Fo~pfl-`l~ -y 1`1 ,r~ to f/~ WIllC h C.:-111 tJ e l~ro~!ul: ed '-,y t 11~.? i~ l'i:/L,~ tiC
,-lerl,o:L:i.t:i. f '~ If 5~ .lc:l-lP~ r ,i f-! trin w:itll . 1l,-ll.) ~-! r,~.~frl, f.?; U 1~ d tl-le f-~ tiol-i of tl-,e er,:~.yn,~tic Inydrolytic delr,olition F,ro,iuct; w:itll o~:idiiin~ ents selert?d fron, hyi:,,-":lllor:ite n,i per:io~iate in e~sC.ol-ic.~tion witln c"lorlteA T~,e n,i~ture trul~ obt.-~ ,ed ciinstitllte~s .-, furtller ~ Jject of t',-,e ple;f!nt :invf.?rlti.or ll-le o~:idation FU oress is plefela~,ly effected .L-1y sodiurr l~;ypocl-,:Loriti? wl-li-l-l is ~ eferc~llly useci w:itll~ r~tio of ~etw?en 3 and ~ mol.es of l-,ypocl-llorite pelr mole of 13J.ucosi.de units of the plod~cts ~subjected to r~inl;.~tiolln Tlle o~;i,iation re~ction :is prefelah1.y carried out with t"e FIH hetween 8 ar-,-l 10 and ~t. a terT,I:,er.,tllre of from 0 ta f'.~O~C
~nd pleff.:rabl.y f`rolT, 15 to ~O~C. Tlle metlnod of` preFIarinl t"e mimctllres mer)t:iened a~ove f c~n5titute ~ f~Urtl-ler ;ubje-t of tl-,e inventiorl as defined ir, the followin,3 claims~

T~e invent:ion will ~,e descrioed further with r~eferene to tlne followin~3 non-l:ilT,itin,3 e.~.~anTIrlles.

F~an,F,le_l~ r!ydro 1 y sis The same meth7d is used for starh and for de~trin~

.,O ~l c~ i d ~ t r i r, lLI'X; ~ i t ~? 'i t fJ ~O'~ ; f., i n .~ c c o f ~L~ 3 t. i? 1-u n ~. i 1 c o lTI I I l e t i- :l. y li i 5 5 -~ l. v ~ I ; `L~ c ~~ o f 2 i) .. ~ 1`1 1-'~ ~. 1 3 l 7 li i ~ ~ O l l l - 5 L l ! I i I i l i:: i ~ t. ~-~ t e . ~ I 1 11 t. :i ~; o w I ~ i F~ l 1 t IJ t I I F ~ L ll t .i. o ri . r " i-!
1 2 '~ t i i ) ~ . t. I ~ i -f F ~ ~1 t :~ I L' r.. I 1-t I, iA rl .-., rl i! ~ 1 .. T 1-1 f ~ 111 1 ; t ll i P ~A~ : ¦ f A F t t ,~ F P .-i i t ~ f l! U i I I O ~
-3 t 4_ ~. d I i d t 17 1 ` rl L r l t i.-. t . ` I TI ~ il t t F? ITI F- e 1- c; i. u !~ L:' f riU~ i O 17 o u 1~ 5 .

F~ l F~ ]. f3 _.'. . _ 1 ~ t.i ~ .r.~.. .'L-' _ t.~ - -] l.~

o f c 3 r ~ 3 t i w ., '3 d i s ~- o ~. v c~ d o 1- =. u - F~ c -r, ii ~? i A i rl ' ~ 5 c c u f ~ le1~, 10 ~ c ~J ,` ~ m h Fl~:: h :L,"-il. ~? . f! L 1.1i;:i,f.' r, 17 t 3 i " i ri ~ 1 .3 i~ .. , y ~1 c- i IJ I 7 t O -r c 1, :L O ~ L' W ~ l i. e ¦ t I I l? Fl 11 W 3 ~ n-l j 1 , .- t -: -l t o LC.~ w i. t , l c ~ i l r i- l i t ,- .-.3 t ~. ~-J 1 , y c! 1~ u c 1-1 :L C! 1' :i C .0 i: :i d ~ .
t h :i-i~ pl-i v .~1 u e w~, rm.l1r, t e.i n Qli d u in1~ 5 U C r i?5~siY e i~ d dition~
O j! , i, F~ o c ~ , i. t i~ :, t o .-i t r o t. ~ 1 1 o f 2 o ro--~ 0 0 c i 1_! i i t " f~ h ~
o j! t I I f A i n i t i ~ ]. 5 t r e n ,~ t I, 5 o t I, 3 t t I ".- ~ F~ a ~ 3 t :i. f l O F ~3--*
o l P 5 o f f'l ~ 1~ O c 17 I o ~ :i t P ~:1 e 1 ITI O L e .-:, f .:1 :1. u i- i! :~ C' 1117 i t ~- .

~, f t e r t h e e.i d i.t:ion o t' t h ~ h YF~oc h lo r ite r t~,e pl-i w~ 5 k: 'p t col7~;te.nt by the ~irl:it:ion Or` -Onf entfi.3~ted Nii~7~H~ Tl-le temper2iure w~5 I:c3FIt e~,t 15-20C. The te~t w~3~ stopF~ed when tl-~e resi:lu~-~l chlorine l:,ec~-lnle ne,~ :lr.-!. The rec.~.ct:ion time v.-1riell with tl-,e tyFIe ot` ~u.h~.;tri~te hl.lt the solution w--~ ir, c3~ny c~-~-.e left .~lone for 24 hou~ the tc-~rr,pe~l~tllre ~till bei.nl3 k:eF,t ~.t ',5-Z0C. The o~ idi~ed ~.~mple w-.,~ seF,<---ri~ted l-JY .iouble precipit~t:ion with ;-~lcohol in the ca~e of ~t~e.Fch or de~trin, or c.y e~pori.-,.tiol7 in ~ rot3v3pol in uther c~?~se~;. The ~rr,F,le~ w:ith low nlolecu]~r wei~3hts c.ln al~o be precipit3te:1 with ~lcol~,ol l-~ut wit~, very limitei yields.
N~,tur~lly, when the ~;epalrat:iorl is effectei by elt..-.ipor~tion ~ a consi,ie~2ble ,l,u~ntity of ~odium chloride i~ pre~ent but t~,is h~5 little effect on the test~ of t~,e ~e~lue~,tfin~
powe r 2nd ~i ode~ r 2 i~bi 1 i ty .

.p I ~ t.i c. r~ .F, - ., i o~ t e ~ d ~ 1 c i.r, t,',i. ~:a5~ i;3 i1 oi sT~ ch o~- dent~-ir~ W=5 uiei~ Fol f.. , ' / i. ITI ~ ' 5 U ~ F ~- i, cl e ~ I C ~ . f ! ~3 t e I ~ f I .:1 C~ t o i c I, i o I I, e t Ir 1. C
ql.l2rltit~ o,` sc.di.ulTI pel-:icida-te ~30 ,~i ci:issclvfd :in 4~Ci rc wi ~ 5 ii c~ t, e F~'-l w ~ F: t i-~ t i . , I-l e ITI l `' t u ~ ~ w ~ 5 1 e f t t o r ee~ t a-t l5-20~ in tl,e d~e.~: foi~ 2', houl 5 and the f?FiO ci..-~t l? ,-: o ~t f~ r t o F ~ " (:! c; o :L u t:i o n w.-~ 5 i.~,en c l, F~ c1 ell. Tl-l~?
iie.-i:Lll e hycle W;3S p ~ 0 ~ : e,! .-,nd :i t-i F~ I~ ec~ :i t a.ti., n W.-.-~`.;
fe~c:i:L j.tate(l t?y ..-~.I-n-ii~lcil nlr .*cetone.. The pl-"c:iplt.-~te waC
W :.-1'. i I 1 1? 1~ i t l-l ? :L c: I! i-, c, L o I ~-, c i? t o r, (:! 2 i~ ll d i :i ~-- d . -l r, ~J r C' F t f , :i t l-l ~
l,eer, ~ e :i13 hed r a rl ~3 SPSFS84-~ --! mp :L e w-~ p 1 a ce~i :in Z.~0 c c o ~ -a ~; o :L ut i i~ n t.. -l :i n 1. n ~ ~c~ o f S l:, cl i UiT~ C h ]. -i 1 ] t e y t o w 11 i C i'l ~'J. 5 cc c,F ~ c:iial ai:et~c ac:id we ~-e added .-lowly. r"e IT~ tUi'e W:~5 left at 15-20C fof 2', hl-iu~ n~i w~ il-,e..i ln a f:l.ow of nitl o,3en to l emo~ e tl,e Iremair)in~3 chloi i.t...
Pl ec:il:,it2t:ion w.~ ef,`ected with 2: 1 alcollol arlci watet . Tlle p~ olluct oJ:ta:ined wa~i dirieci in o~:le~ to det.errrline it cieq~le~terin,~ powe,~ an-i Fo, t,',e biucie.3iradat~ility test.

E._i ~mF~1e ~ Detc!rm~r_aticjn _c~F t,', e,_s e~u f.~ te, in~_p~we ~

The r; c~ql.lecite~ powel (pS) ii noi~ mally e~iF~ ir e~se~i in rTI.~ o,`
c?lc:iurTI cairbonate pe~ m of seqlleste,~in,~ a.,~ent .~ncL can l:e ~letel rnined ~y the tit~ tion of the sequesteirinl~ 2,~ent wit,', a solution of a c.alciurT, salt~ ,~ pctentiorrleti~ic electrode wit,', a rr,em~:irane w~s used to dete~rr,ine the e,~uivalence point~ T,he tit~tion was stc!F.F.ed when the calcium ion concent,~ation was 0~0005 moles~litire w,',ich is the soluc,ility of t,',e c~lcium ion in the ca,r~onate~
~lte,rnativelyr the effect of the ad,iition of a solution of the sequestei~in,~ a~3ent to c~ solution of cal ciurr, r ontaininl3~ fol~ e~amF~le~ O.G025 moles~litire of calcium ( 14~ Ge~ m~n ,'~ardnecis) was investi~3ated~ The dec,rease in the l,a~dness of t,',e w~te~r ~5 a ,~esult of the successive 2 ~ iY ~;, ;..,r!ditloni of ~e,-luP5-t i? I' :i r~ ! nt ~ follow,~,1 w i ti-, tl, i?
F,otentl2ll,e-tl-lc eLe~odi. Tn1.~; l.ette r mctl-,od l~ -the r~t.-l,.-~ f .-~ 3 :illlll,e~ te:l, tr~ 7ltit.y ~ ` t,,~
e-~ r, (-~ 7~ ee,iel.i .2 ~ 1? tl-lP de~ d 1: .?. L ~: i UIT
~ e:l in t.i-,e W.lti?l.

Fiiodl-l3i;-,Ll;~b:il:ity _ st--In tl-le fo:l lowinl~ ei~rlll:ll.i;, the rP.-.~dy bjorl~ a~ .il:ity of tl-,e pFurlucts l~bti~ined w-l5 ir,~estilJ~?tl?d by tl-le cl.ored---buttLe te.-it ~ b~ lt.l in the Qi`fic.ii.-~ .a;: tt.e o f ~h~
Eul-,3l:lean ~orrllr~ 1.! n i. t, y L .'~ t:ion7 Ite.i:i-i.n kn~ r-edition~ th cj 1.? Flterr,l.,l.~r 1~2'i.

1,-, `., cl, rr.!.F~ l e 5 Tl-,e en;~ylli~tic hydirolyciis n,eti~"3d de--i,-ribed ir)~ n,F~le 1 wi3s aF,F,l:iell t~3 de:~tlrin of tl-le 5nowfla~e 1'~11 type. IJF,on i-lPI.C
analysisy it w~s found that this rie:~trin ront~ined 14~ ~y we:i,3ht of oliyonTIers witl-, le-is than 7 ,Jlu~:,3;ide unit.s. The di;tlributioll withi.n ti~~is fr~rtion W~5 a5 foll,3ws Lucoside units l 2 3 4 5 6 7 .",' by wei.,3ht 2.5 l1..6 lq.6 16~4 lP~4 ~6~ 5rZ

After hydrolysisr the same dce:trin hc~d 77~ b~ wei,3ht of ol:igorr~ers with le55 than 7 ~31uco-iide unit~;. The distriblltion within this f~c~ction w~s as follows:

~31ucoside units l 2 3 4 5 6 7 % by weil3ht 11 Z2~4 24~4 10~4 ~6.0 4~0 1.7 5 y of de~trin hydrolyse~ .~s described ~bo~e w~s o~idi~ed with so,iiurr, hyporhlorite ac~r~iin~3 to t~,e nr,ethod desrFit,ed in E~arr,ple 2, the ratio of hypochlorite/,~lucoside ~nits i~3~ iiV~

cil~3 I:r-F:!t .. ~ ftc~l o `' ~ .l t :i or), F:~ F ~ C i Flit`~ t i o n w i i. I-1. y:i.~:L!~ IT) t l-l e :i n l t i j~ :L r~ 3 ~ t I I ,~
t ~ r~ "J ~ C ~} . 1-l-l e P~ c~ i~ " 1'le 1~ .. t :~
r ~-l h . ~ F .~ ffo~ Tll~ F~l o~ t ~J~-!.-.t.~ 3~ ,l e :i ri e~ 51? ~r~;7~ f-te~ `f'~ i t.1-1f-~
.-: :L ~ L e l e -~ t !

E~-~r"F,le ::
_.__ ____ _ o r 11 i -l L t ~ t ! I O ~ .,IJ . ~ ,, O "'. i. il i S ~ ,lj i t, I , I f p C1 ~ . Ci ! i t e .LI j t I I ,-~
n;et ilud ~le ~:r :i l! e d ~ o E. -~ Lc 2 ti-ie r ~ t:i ~/ 01'` I-ly;,.:,~-:l-ll. i :i t,l.
.3 :lu~ s:ide ur,:i.t . .te :irilJ Fn~ r~ t ~t 5. T he fin-~:l. ;olllt lor, w.~s l ,1 i? .-l il~t:o two F,:F t ~.~r,~l .on r-! F~-~r t W.li Fn r ~? r: i. F:i t -~ t e ~! W :i t, I
cl-~ nd t,'len filtelred F~Fodiucin,3 1..5 l~ of tl-,e F~Fc.duct fFO m ~i.i-le init:i.~l 5 ~r"-l t ~lr-! ot hc f wcls eY~e~F~olri~ted to d i"y ne,s. Iri t 1-1 f5 L;~.tt eF C ase t 1-1 e F~ F e lirrlina Fy Ci ete lrmin ~t :i on of th e c ll:Lc~ rides eni-~ t.].Pd its cor Ir ect, se o, uee~ t e rin.3 p~er tci be d et e Ir rmin ecl.. rl-le P 5 ''f'-~lU e oht~inec', w~s ~ in tl-l e fi IrS t c~se ~nd ;?0(~ in tt~e second. T,-,e bic)de.-!F~ .t/ility ~ ? tlle FiFCidU~:t W~3S veFy ~ood in e.~c,~ c~se ~ fter 28 clhys in the clo~.-.ec'~ ottle test)~

E ~mF~l e 7 /

5 " c~f rrl.-,ltose W~35 oxidised witl-l "yF,c,c"loFite by the rr,ethod deecribed in E}~.~rr,p:Le ~ n Two s~rr,F,les welre F~lrociuced~
one .O\f F,Fecipitation ~ t`Fom 5) and one by ev~.F,or-~tirin..
T,le PS W.-i5 ~20 f!~ the first s~rrlple ~nd 340 for- t,le second. T,~le pFociuct w~s Fe~dily hiode~r~d~ble in e~c,'~ c~se ~ % ~fteF 25 d~ys in t"e closed-~lottle test).

En~.rr~F 5 (Corr,F,~F~ti~e) Con,F.~.r~ti~e tests were c~.FFied L~Ut ~iy t,~,e o~ici~tion of 2~Y~i3 .;t.~r~ r~ -;r~liw~ qll dP~t~ y t,f~ rr,etl~ l de5~ d :in E~ r,~ Z arl d wi th ~5~ t-C~t il~ 0 f 5 nlo li?S O f ~ Li~r.i~ loLe i~ f l I L ~! C ~ i c~ l i. t. _ n fJ :i. tl-l rl-lf-~ u~ -- t d 1" i~ b o u t, ~ u ~ i d i ~- e li c t ~5.lcl-l w~
~ t ~ , e ~ d ,f~ c-~ lfiti~r:ir~l~ F~ C~ w e r , ~ ~ ~s~l!c~llt Z~J~i. -r ~l l?
prudllct was nL~i very biode~3l-aci.a~LL3 (~i~ dftelr Z~i d.5.ys in t h e ~ .l --hc! t t ] e tPSt)n In thl~ c~e uf cli ~tlri n wi th sep?l atiu71 c.~l-r ~ d uut :in the ~ a In e n ~ a 1 ~ n i? r, S' . ~ C1 1` 0 ~ :i cl :i 5 e d F:~ r o d u c t w ~ s F e r o v e r e d .e.r~
h ~d a s e quf~stLs t-i rl~3 puw 1.? r o f ~5. rl-, e p t- O d uc t ~I-u~w e d pu c~ r 1:! i. o cl ~? ~ lcl~5.~i :i :l ity (: ~: I X ;n .?~ f tf~ r c~ ~i cl .~ ~ ; :i rl t ~, e c ]. ci ~ d ---1 ! O t t l L
t e 5 t ! A

Tl-le st.:slrches used in tl-le pr'esent invellttion ~5~1~e prefet-abLy ~;tat-cl-lfn-~ ` ns~tur-c~l vel~et2ble C!rlyin r,~rr,pu5ed e~enti-llly of a~ylcise and 3rnyloFIectin~

rr~ r~ q }etelrl3Qnt COIllFlOsitiOns wet-e preFi~reci wi th the use of the proc1uct of E~anrlF,le 5 as o~tained hy direct eve.F,ir~ratiun without preciFIit~a~tion with ~lcu~lol.

The cleteryent curnpclsition w~s as follows:

Euilder- (E~n 5i100 part~ wt L~s (linear alF~yl SlllpihQnate.) Soap Non ioni c surfactant HT 1 'l 5 Tetraper borate (~leachin,~ a,3enti ~isilic~-5te Cat borlate 10 2 ~

Tlle c.lc~ e cc!rr,~ -.i.tion ~ tested :in ~-e-,pert r,f it, :ntl~-YIleFlo~iti.on -~.nd :~o~ rmr/.~l effel-.t ~.n,.l ~1ol~)eli 1 i ;a i.l ]. t; 5 .~ 1 1 t ~1 t. 1 1 0 i~ f ~ P r) t. ~ t .~ c. T I t. i i n 1 1. 1.1 li i. n ~-1 t, ~ ~ . n~ o -1' f` e .: t :i .. ~ e ~-, In o l.l n t o f t l-l c~ 0 ~J l_ .:,G I-le l t ~ d i. n ~ r:~ l Fl~ t ~ ~, n,-l ~ y l i r r i. cl .' m.~ :L e i ~ 5 t 1-1 e c- -f -f` e; t, :i ~f' ~e h l.l i 1 cl e lr ~

'' ''

Claims (11)

1. A mixture including oxidised glucosidic oligomers, comprising at least 60% by weight of glucosidic oligomers with degrees of polymerisation of from 2 to 10 obtainable by the hydrolytic demolition of starches and/or dextrin with endoenzymes and the oxidation of the enzymatic hydrolytic demolition product with an oxidising agent selected from hypochlorite and periodate in association with chlorite.
2. A mixture according to claim 1, comprising at least 75% of glucosidic oligomers with degrees of polymerisation of from 2 to 10, preferably from 2 to 8.
3. A mixture according to claim 2, obtainable by the oxidation of the hydrolytic demolition product with hypochlorite with a ratio of from 3-6 moles of hypochlorite/mole of glucoside units.
4. The use of mixtures including oxidised glucosidic oligomers according to claim 1 as builders for detergents.
5. The use of oxidised glucosidic oligomers with degrees of polymerisation of from 2 to 10, preferably from 2 to 8, and mixtures thereof as builders for detergents.
6. Use according to claim 5 in which the oligomers are selected from the group consisting of maltose and dimers, trimers and tetramers of maltose, oxidised with oxidising agents selected from hypochlorite and periodate.
7. A method of preparing a mixture of oxidised glucosidic oligomers useful as builders for detergents, comprising the hydrolytic demolition of starches and/or dextrin by endoenzymes to produce a mixture containing at least 60% by weight of oligomers having degrees of polymerisation of from 2 to 10 and the oxidation of the hydrolytic demolition product with hypochlorite or periodate in association with chlorite.
8. A method according to claim 7, in which the hydrolytic demolition product contains at least 755 by weight of oligomers with degrees of polymerisation of from 2 to 8.
9. A method according to claim 8, in which the oxidation is effected by sodium hypochlorite with a pH of from 8 to
10 and at a temperature of from 0 to 20°C.
10. A detergent composition comprising oxidised glucosidic oligomers with degree of polymerisation of from 2 to 10, preferably from 2 to 8 or mixtures thereof as the effective builder.
11. A detergent composition comprising a mixture of oxidised glucosidic oligomers according to claim 1 as the effective builder.
CA002048064A 1990-08-13 1991-07-29 Calcium-sequestering agents based on oxidised carbohydrates and their use as builders for detergents Abandoned CA2048064A1 (en)

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IT06763690A IT1249883B (en) 1990-08-13 1990-08-13 CALCIUM SEQUESTRING AGENTS BASED ON OXIDIZED CARBOHYDRATES AND THEIR USE AS BUILDER FOR DETERGENTS
IT67636-A/90 1990-08-13

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EP0472042A1 (en) 1992-02-26
IT9067636A0 (en) 1990-08-13
IT9067636A1 (en) 1992-02-14

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